Holiday rentals with a pool in Church-Wellesley

Find and book unique homes with a pool on Airbnb

Quick stats about holiday rentals with a pool in Church-Wellesley

  • Total holiday rentals

    Explore 70 holiday rentals in Church-Wellesley

  • Nightly prices starting at

    Church-Wellesley holiday rentals start at €17 per night before taxes and fees

  • Verified guest reviews

    Over 910 verified reviews to help you choose

  • Family-friendly holiday rentals

    10 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wifi availability

    70 of Church-Wellesley holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Church-Wellesley rentals

  • 4.8 Average rating

    Church-Wellesley stays are highly rated by guests – averaging 4.8 out of 5!

Top-rated rentals with a pool in Church-Wellesley

Guests agree: these homes with a pool are highly rated for location, cleanliness and more.

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Guest favourite
Flat in Downtown Toronto
4.93 out of 5 average rating, 55 reviews

Luxe Cozy Downtown 1BR Condo w/Views&Free Parking

Welcome to your 1-bedroom luxurious high-floor retreat in the heart of downtown Toronto! All just steps from Bay & College What You’ll Love: • Free Parking upon request • High floor with city skyline views • Extra tall ceilings & full-height windows • Bright and airy space with abundant natural light • Upgrade laundry • High-speed Wi-Fi&Smart TV • Walk Score 99 – subway, U of T, Eaton, Restaurant all within minutes Perfect for couples, or solo traveler who want premium comfort in DT location.

Top guest favourite
A bright living area is furnished with a spacious sofa, armchair, and coffee table. A dining table is set for two with a bowl of oranges. Natural light fills the room through large windows, enhancing the neutral tones of the decor.
Apartment in Downtown Toronto
5.0 out of 5 average rating, 60 reviews

Boutique 1BR Downtown | Pool•Hot Tub•Sauna•Parking

Top Guest Favorite — a thoughtfully designed boutique retreat with a calm atmosphere. Just a 7–9 min walk to Wellesley and Sherbourne subway stations for easy access to downtown Toronto. Enjoy a private balcony with skyline views, a full kitchen, in-suite laundry, plus amenities including an outdoor pool, hot tub, sauna, gym, rooftop patio, and complimentary parking. Whether for a weekend getaway, work stay, or a FIFA World Cup match at BMO Field (~25 min by car), this is your city retreat.

Guest favourite
Flat in Downtown Toronto
4.93 out of 5 average rating, 150 reviews

Stunning Skyline View Condo, Steps to CN Tower

Stay in the heart of downtown Toronto in this modern one-bedroom condo just steps from the CN Tower, Rogers Centre, and the waterfront. The unit features a comfortable queen bed in the bedroom and a sofa bed in the living room, perfect for couples or small groups. Enjoy skyline views through floor-to-ceiling windows or relax on the private balcony. The condo includes a full kitchen, smart TV, high-speed Wi-Fi, and in-suite washer and dryer. Guests also have access to a gym and outdoor pool .

Guest favourite
Flat in Downtown Toronto
4.87 out of 5 average rating, 15 reviews

Stunning Downtown Condo Near U of T & Eaton Centre

Enjoy a stylish downtown condo, ideally located for exploring Toronto. Perfect for business travelers, couples, students, or visitors. The space offers convenience and comfort in Toronto’s most vibrant neighborhoods. Walk to University of Toronto, shop at Eaton Centre, and enjoy nearby restaurants, cafes, and transit. The suite features a bright living space, comfortable bedroom, fully equipped kitchen, high-speed Wi-Fi, and everything you need for a relaxing stay in the heart of the city.

Guest favourite
A spacious open concept living area features light wooden flooring and modern furnishings. The kitchen is equipped with stainless steel appliances and a large island. Natural light floods in through floor-to-ceiling windows, highlighting a stylish area rug with circular patterns and a cozy seating arrangement.
Loft in Downtown Toronto
4.87 out of 5 average rating, 107 reviews

Modern Downtown Loft with Private Garden

Welcome to this modern and spacious (765 square feet / 71 square meters) one bedroom condo loft in the prestigious Verve Residences and Lofts located minutes away from Yonge & Bloor, Yorkville, the Village, Yonge & Dundas Square, the University of Toronto, two Subway lines and countless other Toronto landmarks, museums and restaurants. This condo loft features luxurious finishes & decor, a king size bed, as well as a rarely found private entrance and garden in the centre of the city.

Guest favourite
Flat in Downtown Toronto
4.91 out of 5 average rating, 44 reviews

3Min Walk to Wellesley Station, Museums and Shops

- Comfortable modern apartment with floor-to-ceiling windows and city views - Walk 3 minutes to Wellesley Station or enjoy winter activities nearby - Skate at Queen's Park, explore major museums, and shop at Eaton Centre - You'll have a fully equipped kitchen, fast WiFi, in-unit laundry for longer stays, and parking for winter driving convenience - Ideal for solo travelers or couples looking for a central base to explore the city. - Book now for your perfect stay in downtown Toronto!

Superhost
Apartment in Downtown Toronto
4.92 out of 5 average rating, 196 reviews

High-Floor w/ Balcony | CN Tower | Scotia | Rogers

Entire stylish and modern condo in the heart of DT Toronto! WALK to Toronto's main attractions: → CN Tower / Aquarium / Rogers Centre (7 mins) → Scotiabank Arena (2 mins) → Union Station (2 mins) → Lake Ontario Waterfront (3 mins) → Direct access to the underground PATH Highlights: → Secured building access with 24/7 concierge → Spacious balcony with patio set → Electrical fireplace → Washer + dryer with detergent →MONTHLY STAYS: Access to fitness centre, pool, sauna!

Top guest favourite
The serene backyard features a heated saltwater pool surrounded by a stone deck, bordered by lush greenery and blooming trees. A patio area includes outdoor seating and a grill, while large windows overlook the pool, enhancing natural light in the adjacent indoor space.
Home in The Beaches
4.99 out of 5 average rating, 183 reviews

FIFA: 4BR: 365 Days Open- Heated Pool & Hot Tub

A Private Luxury Getaway in Toronto’s Most Coveted Neighbourhood Escape to an extraordinary 4-bedroom luxury home in Toronto’s iconic Beaches, where sophisticated design meets relaxed lakeside living. This top 1% rated Airbnb property offers an unforgettable weekend experience—perfect for families, couples, or a curated group of friends seeking both comfort and wow-factor. A year round private heated pool and hot tub are yours to enjoy !

Superhost
Apartment in Downtown Toronto
4.88 out of 5 average rating, 41 reviews

Pristine 1Bed+Den Condo Near Downtown Core

Experience urban luxury in this stylish 1-bedroom plus den condo in downtown Toronto. Enjoy a modern living area with floor-to-ceiling windows, a fully equipped kitchen, and a comfortable bedroom with a queen-sized bed. The versatile den serves as a workspace or additional sleeping area. Located in a vibrant neighbourhood with easy access to dining, shopping, and entertainment options. Amenities include a pool, gym, jacuzzi and a sauna.

Guest favourite
A private outdoor space features a hot tub positioned beside a blue swimming pool. Surrounding amenities include a charcoal grill, dining table, and lounge chairs set on a wooden deck, with trees providing natural shade and decorative lighting enhancing the evening atmosphere.
Home in Toronto
4.86 out of 5 average rating, 106 reviews

Toronto Pool Retreat

Spacious and private family home with 5 bedrooms, sleeping up to 10 guests. Enjoy a seasonal pool open May to September (not heated), an all-season hot tub, large backyard, and games area with ping pong, air hockey, and foosball. Includes a fully equipped kitchen, multiple living spaces, and 3.5 bathrooms. Conveniently near Hwy 401, DVP/404, shopping, and supermarkets. Respectful family and group stays only — no parties.

Superhost
Flat in Downtown Toronto
4.76 out of 5 average rating, 49 reviews

Urban Gem, 3 Mins to Wellesley Station, Balcony

- Experience comfort and modernity steps from vibrant attractions and eateries., - Enjoy high-speed WiFi, dedicated workspace, and a cozy living area for relaxation., - Access luxurious amenities like a pool, sauna, and gym to unwind after busy days., - Discover nearby parks, museums, and culture in a welcoming neighborhood., - Plan your perfect getaway; book now to explore the best of city living!

Guest favourite
Flat in Downtown Toronto
5.0 out of 5 average rating, 12 reviews

DT Toronto 1BR+Den | Sleeps 4| View & Subway

Enjoy the stunning city skyline and views of Lake Ontario during your stay 🌆. Experience 2026 World Cup thrills from Toronto’s heart. 2-min walk to Wellesley subway Steps from Eaton Centre & vibrant downtown culture. This high-floor sanctuary offers stunning city views & modern family Everything is at your doorstep. Immerse yourself in the city’s pulse with elite convenience.

Popular amenities for Church-Wellesley rentals with a pool

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